Barbour Stratus Wellington Boots / $100 $69
Fall, winter, spring — really any season can bring with it nasty weather, and Barbour's Stratus Wellington is ready for it all. The pull-on Chelsea-style boot is lined with fleece for warmth and is built with a rubber upper that easily repels water, mud, snow, and slush. Elastic side gussets and branded pull tabs at the front and back make taking them on and off a breeze, and the treaded rubber sole provides plenty of traction on slippery surfaces.
Size up if in doubt.